This The Duchess photo contains
boater, leghorn, panama, panama hat, sailor, skimmer, straw hat, fedora, felt hat, homburg, stetson, trilby, street, city scene, and urban setting.
There might also be
dress hat, high hat, opera hat, silk hat, stovepipe, top hat, topper, beaver, sign, poster, text, chalkboard, horse wrangler, and wrangler.